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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 4-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)aniline 1205121-72-7 C12H10N4S
4-(imidazo[1,2-a]pyrimidin-3-ylsulphanyl)aniline
—— 2-(3,5-Diiodosalicyloyl)amino-5-phenylthio-benzimidazole 128126-87-4 C20H13I2N3O2S
2-(3,5-Diiodosalicyloyl)amino-5-phenylthio-benzimidazole
—— trans-1,2-bis-(2-chloro-phenylsulfanyl)-ethylene 111499-99-1 C14H10Cl2S2
trans-1,2-bis-(2-chloro-phenylsulfanyl)-ethylene
—— 2'-Brom-2-nitro-4-trifluormethylsulfonyl-diphenylsulfid 2069-16-1 C13H7BrF3NO4S2
2'-Brom-2-nitro-4-trifluormethylsulfonyl-diphenylsulfid
—— 4-(2-methyl-3-phenylsulfanyl-propyl)-morpholine 92322-33-3 C14H21NOS
4-(2-methyl-3-phenylsulfanyl-propyl)-morpholine
—— 1-phenylthio-1-trimethylsilylbutane 76200-35-6 C13H22SSi
1-phenylthio-1-trimethylsilylbutane
—— methyl-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine 26676-67-5 C4H7N3S2
methyl-(5-methylsulfanyl-[1,3,4]thiadiazol-2-yl)-amine
—— α-Methoxymethylen-α-<4-chlor-phenylmercapto>-essigsaeure-aethylester 100119-54-8 C12H13ClO3S
α-Methoxymethylen-α-<4-chlor-phenylmercapto>-essigsaeure-aethylester
—— N1,N2-Di-p-tolyl-dithiooxalodiimidic acid di-p-tolyl ester 190016-72-9 C30H28N2S2
N1,N2-Di-p-tolyl-dithiooxalodiimidic acid di-p-tolyl ester
—— (3aR,6aR)-2,2-dimethyl-4-methylene-6-(phenylthio)-3a,6a-dihydro-4H-[1,3]dioxolo[4,5-c]pyrrole 5-oxide 1213238-15-3 C14H15NO3S
(3aR,6aR)-2,2-dimethyl-4-methylene-6-(phenylthio)-3a,6a-dihydro-4H-[1,3]dioxolo[4,5-c]pyrrole 5-oxide
—— (Z)-3-Oxo-6-phenylsulfanyl-12-(2,2,2-trifluoro-acetoxy)-dodec-6-enoic acid ethyl ester 95303-91-6 C22H27F3O5S
(Z)-3-Oxo-6-phenylsulfanyl-12-(2,2,2-trifluoro-acetoxy)-dodec-6-enoic acid ethyl ester
—— (2S)-trimethylsilyloxy(4-thiomethylphenyl)acetonitrile 1257525-24-8 C12H17NOSSi
(2S)-trimethylsilyloxy(4-thiomethylphenyl)acetonitrile
—— 7495-76-3 C9H19NNaS2
—— 3-ethoxy-2,3-dihydro-thiazolo[3,2-a]pyrimidin-5-one 34662-61-8 C8H10N2O2S
3-ethoxy-2,3-dihydro-thiazolo[3,2-a]pyrimidin-5-one
—— 5-(2-amino-phenylsulfanyl)-2,4-dimethyl-pyrrole-3-carboxylic acid ethyl ester 32884-63-2 C15H18N2O2S
5-(2-amino-phenylsulfanyl)-2,4-dimethyl-pyrrole-3-carboxylic acid ethyl ester
—— 2-Methyl-10-(3-pyrrolidin-1-yl-propyl)-1,3,4,4a,9a,10-hexahydro-2H-9-thia-2,10-diaza-anthracene 115072-26-9 C19H29N3S
2-Methyl-10-(3-pyrrolidin-1-yl-propyl)-1,3,4,4a,9a,10-hexahydro-2H-9-thia-2,10-diaza-anthracene
—— 3-methyl-4-mercapto-5-methylthiotriazole-1-oxide 116932-98-0 C4H7N3OS2
3-methyl-4-mercapto-5-methylthiotriazole-1-oxide
—— 5-Benzyl-3-methoxy-5H-benzo<b>pyridazino<4,3-e><1.4>thiazin Dihydrochlorid 22291-77-6 C18H15N3OS
5-Benzyl-3-methoxy-5H-benzo<b>pyridazino<4,3-e><1.4>thiazin Dihydrochlorid
—— <i>trans</i>-1-ethanesulfonyl-2-nonylsulfanyl-ethene 30647-74-6 C13H26O2S2
<i>trans</i>-1-ethanesulfonyl-2-nonylsulfanyl-ethene
—— 2,2-dimethyl-5,5-bis[(4-methylphenyl)sulfanyl]-1,3-dioxan-4,6-dion 955402-33-2 C20H20O4S2
2,2-dimethyl-5,5-bis[(4-methylphenyl)sulfanyl]-1,3-dioxan-4,6-dion
—— 1-benzyl-4-butyl-5-(4-nitrophenylthio)-1H-1,2,3-triazole 1605324-12-6 C19H20N4O2S
1-benzyl-4-butyl-5-(4-nitrophenylthio)-1H-1,2,3-triazole
—— 5-{2-[(2-fluorobenzyl)thio]phenyl}-1,3,4-oxadiazol-2-amine 1146576-26-2 C15H12FN3OS
5-{2-[(2-fluorobenzyl)thio]phenyl}-1,3,4-oxadiazol-2-amine
—— 2-[6-(4-chlorophenylsulfanyl)pyridin-2-yl]quinazoline 1257055-87-0 C19H12ClN3S
2-[6-(4-chlorophenylsulfanyl)pyridin-2-yl]quinazoline
—— (Z)-3-(phenylseleno)-2-(4-methylphenylthio)prop-2-en-1-ol 1300859-48-6 C16H16OSSe
(Z)-3-(phenylseleno)-2-(4-methylphenylthio)prop-2-en-1-ol
—— (oxo-4 dihydro-3,4 pyrimidinyl-2) thio-2 nitro-5 pyridine 79134-08-0 C7H4N4O3S2
(oxo-4 dihydro-3,4 pyrimidinyl-2) thio-2 nitro-5 pyridine
—— 3-Methyl-6H-s-triazolo<2.1-f><1,4>benzothiazin<3,2-d>pyridazin 33265-92-8 C12H9N5S
3-Methyl-6H-s-triazolo<2.1-f><1,4>benzothiazin<3,2-d>pyridazin
—— 1-[2-[2-(3-chlorophenyl)sulfanylethyl]pyrrolidin-1-yl]ethanone 86026-63-3 C14H18ClNOS
1-[2-[2-(3-chlorophenyl)sulfanylethyl]pyrrolidin-1-yl]ethanone
—— N'-(3-(methylthio)benzylidene)hexa-2,4-dienehydrazide 1273028-58-2 C14H16N2OS
N'-(3-(methylthio)benzylidene)hexa-2,4-dienehydrazide
—— N-cyclohexyl-1-(N-isopropyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamido)cyclohexanecarboxamide 1379463-52-1 C25H40N4O3S
N-cyclohexyl-1-(N-isopropyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamido)cyclohexanecarboxamide
—— 1332533-06-8 C20H13ClS2
—— (R)-2-Methylene-4-phenyl-4-p-tolylsulfanyl-butyric acid 100907-29-7 C18H18O2S
(R)-2-Methylene-4-phenyl-4-p-tolylsulfanyl-butyric acid
—— <i>N</i>-butyl-2-(4,5,6,7-tetrahydro-benzothiazol-2-ylsulfanyl)-acetamide 23888-37-1 C13H20N2OS2
<i>N</i>-butyl-2-(4,5,6,7-tetrahydro-benzothiazol-2-ylsulfanyl)-acetamide
—— 4-nitro-5-(phenylthio)-1H-pyrazole 1273586-53-0 C9H7N3O2S
4-nitro-5-(phenylthio)-1H-pyrazole
—— m-Phenylen-bis-(β-cyan-ethyl)-sulfid 16079-08-6 C12H12N2S2
m-Phenylen-bis-(β-cyan-ethyl)-sulfid
—— (+)-(2R)-(E)-1,1-bis(p-tolylthio)-8-methyl-2-(methoxymethoxy)tetradec-7-ene 109639-22-7 C31H46O2S2
(+)-(2R)-(E)-1,1-bis(p-tolylthio)-8-methyl-2-(methoxymethoxy)tetradec-7-ene
—— 1,1,1,3,3-Pentafluor-3-chlor-2-hydroxy-2-phenylmercapto-propan 24313-48-2 C9H6ClF5OS
1,1,1,3,3-Pentafluor-3-chlor-2-hydroxy-2-phenylmercapto-propan
—— (SCN)2Co(NCSC6H4CH3-m)2 111994-16-2 C18H14CoN4S4
(SCN)2Co(NCSC6H4CH3-m)2
—— phenyl 3-(4-fluorophenylthio)-N-phenyl-2-(3-thienyl)-2-propenimidothioate 1154678-06-4 C25H18FNS3
phenyl 3-(4-fluorophenylthio)-N-phenyl-2-(3-thienyl)-2-propenimidothioate
—— 2-[[5-(4-hydroxyphenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-8-methylquinoline-3-carbaldehyde 1134633-70-7 C19H14N4O2S
2-[[5-(4-hydroxyphenyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-8-methylquinoline-3-carbaldehyde
—— (<i>Z</i>)-4-<i>tert</i>-butylsulfanyl-3-methoxy-2-methyl-non-3-ene 49827-33-0 C15H30OS
(<i>Z</i>)-4-<i>tert</i>-butylsulfanyl-3-methoxy-2-methyl-non-3-ene
—— 1140485-50-2 C4H9N
—— 2-Methyl-3-(4-pyridylmethylthio)propionic acid N-[2-(1-adamantyl)ethyl]-N-pentylamide 537705-51-4 C27H42N2OS
2-Methyl-3-(4-pyridylmethylthio)propionic acid N-[2-(1-adamantyl)ethyl]-N-pentylamide
—— 4,5,6,7-Tetrakis(benzylsulfanyl)-1,3-benzodithiole-2-thione 134172-95-5 C35H28S7
4,5,6,7-Tetrakis(benzylsulfanyl)-1,3-benzodithiole-2-thione
—— ethyl 2-cyano-2-[1-(2-methoxy-2-oxo-1-phenylsulfanylethyl)cyclopropyl]acetate 110794-08-6 C17H19NO4S
ethyl 2-cyano-2-[1-(2-methoxy-2-oxo-1-phenylsulfanylethyl)cyclopropyl]acetate
—— 1-(Dimethylamino)-2-(phenylthio)ethylene 111248-09-0 C12H17NS
1-(Dimethylamino)-2-(phenylthio)ethylene
—— (E)-1-(2-allyl-1,3-dithian-2-yl)-5-(2-(tert-butyldimethylsilyl)-1,3-dithian-2-yl)-2-methylpent-3-en-2-ol 1596301-96-0 C23H42OS4Si
(E)-1-(2-allyl-1,3-dithian-2-yl)-5-(2-(tert-butyldimethylsilyl)-1,3-dithian-2-yl)-2-methylpent-3-en-2-ol
—— 2-(2-Methyl-allylsulfanyl)-1H-pyrimidin-4-one 94731-80-3 C8H10N2OS
2-(2-Methyl-allylsulfanyl)-1H-pyrimidin-4-one
—— 1-(5-benzyl-[1,3,4]oxadiazol-2-ylsulfanyl)-2-thiocyanato-ethane 53961-54-9 C12H11N3OS2
1-(5-benzyl-[1,3,4]oxadiazol-2-ylsulfanyl)-2-thiocyanato-ethane
—— methyl 4-<<4-amino-3-(methoxycarbonyl)phenyl>thio>benzoate 133446-91-0 C16H15NO4S
methyl 4-<<4-amino-3-(methoxycarbonyl)phenyl>thio>benzoate
—— trans-(7R,8R)-1,4-dithiaspiro[4.4]nonane-7-carboxylic acid-8-carboxylic acid methyl ester 192385-77-6 C10H14O4S2
trans-(7R,8R)-1,4-dithiaspiro[4.4]nonane-7-carboxylic acid-8-carboxylic acid methyl ester